Senior Director, Sales (Heavy Equipment)

Billtrust US Careers; Chicago (IL); Remote; USD 180,000 - 235,000; Full time

Job summary

A leading company in the B2B order-to-cash software industry is seeking a Senior Director of Sales for the equipment sector. This role involves driving revenue growth, leading a sales team, and collaborating with cross-functional stakeholders. The ideal candidate will have extensive sales experience, a proven track record, and the ability to close complex deals. The position offers flexible working options and a commitment to diversity and inclusion.

Benefits

Work from Anywhere

Flexible Working Hours

Open PTO

Sabbatical

Paid Parental Leave

Opportunities for Growth

Recognition Programs

Medical, Dental, Vision Benefits

Qualifications

• 12+ years of sales experience in B2B environments.
• 6+ years leading and developing sales teams.
• Experience in equipment or manufacturing sectors preferred.

Responsibilities

• Lead sales strategy for the equipment vertical.
• Identify target accounts and design outreach strategies.
• Hire, coach, and develop a high-performing sales team.

Skills

Sales

Strategic Thinking

Data Analysis

Collaboration

Communication

Job description

Senior Director, Sales (Equipment)
The Senior Director, Sales (Equipment) will own the strategy, execution, and performance of our sales efforts within the equipment industry. This role is responsible for driving revenue growth, improving go-to-market approaches, and building deep customer relationships across this high-potential vertical. The Sr. Director will lead and develop a team consisting of both a manager and multiple individual contributor sales professionals, create a high-performance culture, and align closely with cross-functional stakeholders to deliver maximum impact. Success in this role will be measured by new business acquisition, vertical expansion, customer satisfaction, and long-term revenue generation.

What You’ll Do:

• Lead the sales strategy for the equipment vertical, ensuring the team consistently meets and exceeds revenue targets.
• Identify and prioritize target accounts with high growth potential; design sales plays and outreach strategies tailored to this industry.
• Provide hands-on support for high-value deals including prospecting, presentations, proposal development, and contract negotiations.
• Act as a strategic partner to Marketing, Product, and Customer Success to tailor messaging and offerings for heavy equipment customers.
• Hire, coach, and develop a high-performing sales team, establishing clear goals, KPIs, and regular performance reviews.
• Analyze pipeline health, win/loss trends, and market feedback to refine sales strategies and forecast with accuracy.
• Ensure strong sales pipeline hygiene by driving consistent CRM usage, accurate deal tracking, and timely updates across all stages.
• Serve as a subject matter expert on the needs, challenges, and buying behaviors of heavy equipment businesses.
• Represent Billtrust at industry events and conferences, helping to grow the company’s presence and reputation in the vertical.

What You’ll Bring:

• 12+ years of sales experience with a proven track record of exceeding targets in B2B environments.
• At least 6 years of experience leading and developing sales teams.
• Experience selling into or working with customers in the equipment, industrial, or manufacturing sectors is highly preferred.
• Demonstrated ability to close complex, high-value deals and build lasting executive-level relationships.
• Strategic thinker with strong data analysis skills and the ability to translate insights into action.
• Excellent written, verbal, and presentation skills.
• Strong collaborator with a customer-first mindset and cross-functional leadership experience.

The expected base salary range for this position is $180,000 - $235,000 annually.
Compensation may vary depending on several factors, including a candidate’s qualifications, skills, experience, competencies, and geographic location. Some roles may qualify for extra incentives like equity, commissions, or other variable performance-related bonuses. Further details will be provided by our Talent Acquisition team during the interview process.

Don't meet every single requirement? Studies have shown that women and people of color are less likely to apply to jobs unless they meet every single qualification. At Billtrust, we celebrate and support diversity and are committed to creating an inclusive environment for all employees. So, if your experience aligns but doesn't exactly match each and every qualification, apply anyway. You may be exactly what we are looking for!

What You'll Get:

• Work from Anywhere: Your home, a coffee shop, a company paid WeWork.... you decide!
• A Culture that Lives its Values: Our values are not just words or window dressing, they guide our decisions - big and small - each and every day.
• Flexible Working Hours: We support your lifestyle- the results are what count.
• Open PTO: Work-life balance is important. We believe in giving our employees time to truly relax and recharge.
• Sabbatical: A paid leave to reward longevity and commitment to Billtrust.
• Paid Parental Leave: To promote parent-child bonding and increase gender equity at home and in the workplace.
• Opportunities for Growth: Professional development can take many shapes. Join one of our seven ERGs or participate in our Mentor-Mentee, and Leadership development programs- we foster an environment where all employees can grow.
• Recognition: From Billtrust Bucks and CEO Shoutouts to Culture Champion and CEO Excellence Awards, our employees are recognized for hard work and outcomes achieved.
• Benefits: Medical, dental, vision, 401(k) with company match, short-term and long-term disability, flexible spending accounts, HSA, and life, cancer, and AD&D insurance.
• Minimal Bureaucracy: An entrepreneurial environment of ownership and accountability allows you to get work done.

Who We Are:

Finance leaders turn to Billtrust to control costs, accelerate cash flow and improve customer satisfaction. As a B2B order-to-cash software and digital payments market leader, we help the world's leading brands get paid faster while transitioning from expensive paper invoicing and check acceptance to efficient electronic billing and payments. With over 2,600 global customers and more than $1 trillion invoice dollars processed, Billtrust delivers business value through deep industry expertise and a culture relentlessly focused on delivering meaningful customer outcomes. #LI-Remote